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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-01-09 12:11:21 UTC

Update Date

2023-02-21 17:29:14 UTC

HMDB ID

HMDB0059712

Secondary Accession Numbers

HMDB59712

Metabolite Identification

Common Name

3-Hydroxybenzyl alcohol

Description

3-Hydroxybenzyl alcohol, also known as 3-hydroxybenzenemethanol or 3-methylol phenol, belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. 3-Hydroxybenzyl alcohol is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Hydroxybenzyl alcohol exists in all living organisms, ranging from bacteria to humans. It is a pink or beige to brown crystalline powder, soluble in water.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Hydroxybenzenemethanol	ChEBI
3-Methylol phenol	HMDB
m-Hydroxybenzyl alcohol	HMDB
Meta-hydroxybenzyl alcohol	HMDB

Chemical Formula

C₇H₈O₂

Average Molecular Weight

124.1372

Monoisotopic Molecular Weight

124.0524295

IUPAC Name

3-(hydroxymethyl)phenol

Traditional Name

3-hydroxybenzyl alcohol

CAS Registry Number

620-24-6

SMILES

OCC1=CC=CC(O)=C1

InChI Identifier

InChI=1S/C7H8O2/c8-5-6-2-1-3-7(9)4-6/h1-4,8-9H,5H2

InChI Key

OKVJCVWFVRATSG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzyl alcohols

Direct Parent

Benzyl alcohols

Alternative Parents

Substituents

Benzyl alcohol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Aromatic alcohol
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:17069 )
hydroxybenzyl alcohol (CHEBI:17069 )
a small molecule (3-OH-BENZYL-ALCOHOL )

Ontology

Not Available

Exogenous (HMDB: HMDB0059712)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	123.6	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002100

Predicted Molecular Properties

Property	Value	Source
Water Solubility	62.4 g/L	ALOGPS
logP	0.47	ALOGPS
logP	0.9	ChemAxon
logS	-0.3	ALOGPS
pKa (Strongest Acidic)	9.38	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	34.85 m³·mol⁻¹	ChemAxon
Polarizability	12.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	125.148	31661259
DarkChem	[M-H]-	121.289	31661259
DeepCCS	[M+H]+	122.941	30932474
DeepCCS	[M-H]-	119.177	30932474
DeepCCS	[M-2H]-	156.293	30932474
DeepCCS	[M+Na]+	131.583	30932474
AllCCS	[M+H]+	126.0	32859911
AllCCS	[M+H-H2O]+	121.2	32859911
AllCCS	[M+NH4]+	130.5	32859911
AllCCS	[M+Na]+	131.8	32859911
AllCCS	[M-H]-	122.9	32859911
AllCCS	[M+Na-2H]-	125.0	32859911
AllCCS	[M+HCOO]-	127.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxybenzyl alcohol	OCC1=CC=CC(O)=C1	2536.5	Standard polar	33892256
3-Hydroxybenzyl alcohol	OCC1=CC=CC(O)=C1	1364.6	Standard non polar	33892256
3-Hydroxybenzyl alcohol	OCC1=CC=CC(O)=C1	1383.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxybenzyl alcohol,1TMS,isomer #1	C[Si](C)(C)OCC1=CC=CC(O)=C1	1454.2	Semi standard non polar	33892256
3-Hydroxybenzyl alcohol,1TMS,isomer #2	C[Si](C)(C)OC1=CC=CC(CO)=C1	1412.9	Semi standard non polar	33892256
3-Hydroxybenzyl alcohol,2TMS,isomer #1	C[Si](C)(C)OCC1=CC=CC(O[Si](C)(C)C)=C1	1473.5	Semi standard non polar	33892256
3-Hydroxybenzyl alcohol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=CC(O)=C1	1672.8	Semi standard non polar	33892256
3-Hydroxybenzyl alcohol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=CC(CO)=C1	1629.7	Semi standard non polar	33892256
3-Hydroxybenzyl alcohol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	1919.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxybenzyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fv-9700000000-e88b6a74c4bab04d3142	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxybenzyl alcohol GC-MS (2 TMS) - 70eV, Positive	splash10-0fmi-7920000000-6bdf9c7f3ab8803092ea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxybenzyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxybenzyl alcohol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 40V, Negative-QTOF	splash10-00kf-9100000000-858bc80d8bc19aaa0807	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 35V, Negative-QTOF	splash10-00di-3900000000-d90b639d86793bb78dcc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 35V, Negative-QTOF	splash10-00di-0900000000-90756f7a5b85f14d7545	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 10V, Negative-QTOF	splash10-00dl-7900000000-bf93661fcf3e21793530	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 20V, Negative-QTOF	splash10-0006-9000000000-9a5bc7c835a518b80860	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 10V, Positive-QTOF	splash10-056r-0900000000-5bac6b05b6dd551bd2d9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 20V, Positive-QTOF	splash10-0a4i-1900000000-0149745df08f2dc03242	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 40V, Positive-QTOF	splash10-05r0-9200000000-44a3b30a9fa0c2b3b690	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 10V, Negative-QTOF	splash10-00di-1900000000-446da9facebfa9f424e1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 20V, Negative-QTOF	splash10-00dl-8900000000-8b8b9c0ad1d3cc45f080	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 40V, Negative-QTOF	splash10-0006-9000000000-b7d6cb2640d7f514710f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 10V, Negative-QTOF	splash10-00dl-5900000000-81465b92d3618f29af3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 20V, Negative-QTOF	splash10-006x-9500000000-a22a05f2dbf41f14463c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 40V, Negative-QTOF	splash10-00kf-9000000000-eb390c3560308ec23c10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 10V, Positive-QTOF	splash10-0a4i-0900000000-c31917cd03f5f8b05bf6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 20V, Positive-QTOF	splash10-0a4i-6900000000-3a3dabc1a768717e0cc2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxybenzyl alcohol 40V, Positive-QTOF	splash10-00or-9100000000-9b3ca3af08cc99898fef	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00000776

Chemspider ID

Not Available

KEGG Compound ID

C03351

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Gastrodigenin

METLIN ID

Not Available

PubChem Compound

102

PDB ID

Not Available

ChEBI ID

17069

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]

Showing metabocard for 3-Hydroxybenzyl alcohol (HMDB0059712)

MOL for HMDB0059712 (3-Hydroxybenzyl alcohol)

3D MOL for HMDB0059712 (3-Hydroxybenzyl alcohol)

3D SDF for HMDB0059712 (3-Hydroxybenzyl alcohol)

3D-SDF for HMDB0059712 (3-Hydroxybenzyl alcohol)

PDB for HMDB0059712 (3-Hydroxybenzyl alcohol)

3D PDB for HMDB0059712 (3-Hydroxybenzyl alcohol)

SMILES for HMDB0059712 (3-Hydroxybenzyl alcohol)

INCHI for HMDB0059712 (3-Hydroxybenzyl alcohol)

Structure for HMDB0059712 (3-Hydroxybenzyl alcohol)

3D Structure for HMDB0059712 (3-Hydroxybenzyl alcohol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra